Let me just first state, that the reason the static content won't be served is because of the default servlet mapping of the Jersey servlet, which is /*, and hogs up all the requests. So the default servlet that serves the static content can't be reached. Beside the below solution, the other solution is to simply change the servlet mapping. You can do that be either annotating your ResourceConfig subclass with @ApplicationPath("/another-mapping") or set the application.properties property spring.jersey.applicationPath.

By default Jersey will be set up as a Servlet in a @Bean of type ServletRegistrationBean named jerseyServletRegistration. You can disable or override that bean by creating one of your own with the same name. You can also use a Filter instead of a Servlet by setting spring.jersey.type=filter (in which case the @Bean to replace or override is jerseyFilterRegistration).

So just set the property spring.jersey.type=filter in your application.properties, and it should work. I've tested this.

And FYI, whether configured as Servlet Filter or a Servlet, as far as Jersey is concerned, the functionality is the same.

As an aside, rather then using the FILTER_STATIC_CONTENT_REGEX, where you need to set up some complex regex to handle all static files, you can use the FILTER_FORWARD_ON_404. This is actually what I used to test. I just set it up in my ResourceConfig